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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2057130Generated: November 2, 2026

Acetic Acid → Biotin

https://huagongshe.com/reaction/2057130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanesulfonic AcidHCID 6395—
ReactantMesityleneHCID 7947—
ReactantHCID 18599078HCID 18599078—
SolventWaterHCID 962—
ProductBiotinHCID 171548—

Reaction Conditions

Temperature80 °C

Reaction Steps

35.34 g of the compound obtained in Example 5, 121 ml of mesitylene and 116.1 g of methanesulfonic acid were heated at an inner temperature of 130° C. By setting a reaction starting time when the mixture reached to 125° C., the mixture was stirred at 128° C. to 133° C. for 4 hours, disappearance of monobenzylbiotin was confirmed by high performance liquid chromatography. The reaction mixture was cooled to 80° C., 30 ml of acetic acid was added thereto, and methanesulfonic acid layer was added dropwise to 710 ml of purified water. The mesitylene layer was separated, ice-cooled for 1 hour, and then, crude crystal was collected by filtration, and washed with 200 ml of water, and then, with methanol until black color of the washed solution disappeared. The crystal was dried at 50° C. by blowing air overnight to give 15.89 g of crude (+)-biotin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07335778B2
Source datasetuspto-grants-2008_02
ORD IDord-897f3a127116482386999f2cd49282de
Source noteuspto-grants-2008_02